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Jim Singleterry

Jim Singleterry is the founder of RoofSmart™ and a leading authority in the American roofing and gutter industry. A second-generation builder, Jim was raised on his father’s job sites in California, developing a foundational "boots-on-the-ground" expertise before earning a Computer Science degree from Washington State University. Jim is what happens when you combine technical, data-driven precision with the grit of a master tradesman. While he spent years in leadership at industry giants like LeafFilter® and founded the Seattle market's premier gutter company, Leafless in Seattle®, his true differentiator is his relentless commitment to the field. Over the last 15 years, Jim has personally consulted on over 3,000 individual projects—maintaining a staggering pace of 200 personal site visits per year. This deep, hands-on data set allows Jim to provide homeowners with "expert-biased" advice that most contractors simply cannot match. He doesn't just manage projects; he diagnoses them with a level of technical accuracy rarely seen in the trades. An Amazon Wall Street Journal Bestselling Author, Jim co-authored Empathy and Understanding in Business with legendary FBI negotiator Chris Voss, bringing the art of tactical empathy to the home improvement experience. As a member of the National Roofing Contractors Association (NRCA) and the Roofing Contractors of Washington (RCAW), Jim continues to lead RoofSmart™ with a simple, uncompromising mission: providing the Competence, Integrity, and Value that every homeowner deserves.

Problems

What Do I Do If My Roofer's Supplier Puts a Lien on My House?

May 13th, 2026|5 min read

Problems

What Are the Challenges of Converting Cedar Shake to Asphalt Shingles?

May 11th, 2026|4 min read

Case Study

What Happens During a Roof Redesign Project with RoofSmart?

May 8th, 2026|4 min read

Cost

How Much Have Manufacturers Increased Roof Material Prices in 2026?

May 6th, 2026|4 min read

Problems

Why Is My Chimney Leaking During Winter in Seattle?

May 4th, 2026|5 min read

Case Study

What Is RoofSmart’s Roof Replacement Process for Multi-Story Buildings?

May 1st, 2026|5 min read

Comparison | Cost

What’s the Quality and Cost Difference Between Grades of Cedar Shake?

April 29th, 2026|5 min read

Problems

What Do I Do If My Roofer Increases the Price After Signing?

April 28th, 2026|5 min read

Case Study

Is My Rooftop Deck Leak Actually Coming From My Siding?

April 27th, 2026|5 min read

Problems

Can My Seattle Attic Be Over-Ventilated?

April 22nd, 2026|5 min read

Problems

How Do I Know If a Roofing Contract Clause Is a Red Flag or Not?

April 20th, 2026|6 min read

Problems

Can Seattle Roofers Help With Insurance Coverage for Windstorm Damage?

April 17th, 2026|5 min read

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Problems

How Do Secondary Scuppers Prevent Leaks and Rot on Seattle Flat Roofs?

April 15th, 2026|4 min read

Problems

Do MasterShield Guards Need to Be Removed During a Roof Replacement?

April 13th, 2026|5 min read

Problems | Case Studies

Is My Attic Company Trying to Upsell Me or Is My Attic Mold Bad?

April 10th, 2026|5 min read

Problems

What Red Flags Should I Look for When Comparing Roof Proposals?

April 8th, 2026|5 min read

Problems

What Should I Know About Roofing Before Meeting with a Roofer?

April 6th, 2026|5 min read

Problems

How to Fix Attic Ventilation in Old Seattle Homes Without Causing Mold (Vented Roof Deck Guide)

April 3rd, 2026|4 min read

Problems

Does My Flat Roof Need A Cant Strip in Seattle?

April 1st, 2026|4 min read

Comparison | Problems

How Do I Decide Between Seattle Roofing Companies With 5-Star Ratings?

March 30th, 2026|8 min read